#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/73/2217340.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2217340
loop_
_publ_author_name
'A. Thiruvalluvar'
'Ray J. Butcher'
'Prakash Karegoudar'
'B. Shivarama Holla'
_publ_section_title
;
 2-(2-Methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole
;
_journal_coeditor_code           TK2221
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o61
_journal_page_last               o61
_journal_paper_doi               10.1107/S1600536807061685
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C12 H15 N O2'
_chemical_formula_moiety         'C12 H15 N O2'
_chemical_formula_structural     'C12 H15 N O2'
_chemical_formula_sum            'C12 H15 N O2'
_chemical_formula_weight         205.25
_chemical_melting_point          410.0(10)
_chemical_name_common            oxazole
_chemical_name_systematic
;
2-(2-Methoxyphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 91.305(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1495(2)
_cell_length_b                   10.9369(3)
_cell_length_c                   12.0864(3)
_cell_measurement_reflns_used    14583
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      32.5
_cell_measurement_theta_min      4.6
_cell_volume                     1076.98(5)
_computing_cell_refinement       'CrysAlis CCD (Oxford Diffraction, 2007)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2007)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2007)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_av_sigmaI/netI    0.026
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            34412
_diffrn_reflns_theta_full        25.0
_diffrn_reflns_theta_max         32.6
_diffrn_reflns_theta_min         4.6
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis RED; Oxford Diffraction, 2007)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.43
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.13
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         3740
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.13
_refine_ls_R_factor_all          0.067
_refine_ls_R_factor_gt           0.048
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.099P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.145
_refine_ls_wR_factor_ref         0.163
_reflns_number_gt                2596
_reflns_number_total             3740
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk2221.cif
_cod_data_source_block           I
_cod_original_cell_volume        1076.99(5)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2217340
_cod_database_fobs_code          2217340
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,1/2+y,1/2-z
3 -x,-y,-z
4 1/2+x,1/2-y,1/2+z
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
O O1 0.61501(9) 0.49026(7) 0.33582(5) 0.0357(2) Uani 1.000
O O2 0.40996(9) 0.22987(6) 0.11696(6) 0.0332(2) Uani 1.000
N N3 0.65111(10) 0.39575(8) 0.17107(7) 0.0325(2) Uani 1.000
C C2 0.56870(11) 0.40277(7) 0.25852(7) 0.0230(2) Uani 1.000
C C4 0.78858(13) 0.48460(9) 0.18188(8) 0.0310(3) Uani 1.000
C C5 0.74394(15) 0.55882(10) 0.28508(10) 0.0409(3) Uani 1.000
C C12 0.33176(17) 0.14486(11) 0.04469(10) 0.0445(4) Uani 1.000
C C14 0.79827(15) 0.56238(11) 0.07847(10) 0.0442(4) Uani 1.000
C C15 0.94665(14) 0.41267(10) 0.20004(11) 0.0428(4) Uani 1.000
C C21 0.42972(11) 0.32650(8) 0.29281(7) 0.0235(2) Uani 1.000
C C22 0.35474(11) 0.23841(8) 0.22165(7) 0.0254(2) Uani 1.000
C C23 0.22969(13) 0.16468(9) 0.26164(9) 0.0333(3) Uani 1.000
C C24 0.18045(13) 0.17635(10) 0.37044(10) 0.0389(3) Uani 1.000
C C25 0.25034(13) 0.26249(11) 0.44046(9) 0.0385(3) Uani 1.000
C C26 0.37380(12) 0.33708(9) 0.40107(8) 0.0300(3) Uani 1.000
H H5A 0.83805 0.56661 0.33518 0.0491 Uiso 1.000
H H5B 0.70600 0.63992 0.26448 0.0491 Uiso 1.000
H H12A 0.38149 0.14833 -0.02649 0.0668 Uiso 1.000
H H12B 0.21733 0.16474 0.03700 0.0668 Uiso 1.000
H H12C 0.34348 0.06393 0.07459 0.0668 Uiso 1.000
H H14A 0.82155 0.51117 0.01626 0.0662 Uiso 1.000
H H14B 0.88401 0.62191 0.08799 0.0662 Uiso 1.000
H H14C 0.69541 0.60335 0.06566 0.0662 Uiso 1.000
H H15A 0.96128 0.35762 0.13920 0.0641 Uiso 1.000
H H15B 0.94063 0.36683 0.26757 0.0641 Uiso 1.000
H H15C 1.03780 0.46817 0.20484 0.0641 Uiso 1.000
H H23 0.17905 0.10747 0.21531 0.0399 Uiso 1.000
H H24 0.09887 0.12517 0.39659 0.0466 Uiso 1.000
H H25 0.21528 0.27039 0.51280 0.0463 Uiso 1.000
H H26 0.42061 0.39563 0.44781 0.0360 Uiso 1.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 O1 C5 105.25(7) no
C12 O2 C22 117.79(8) no
C2 N3 C4 107.44(8) no
O1 C2 N3 117.61(8) no
O1 C2 C21 113.65(7) no
N3 C2 C21 128.72(8) no
N3 C4 C5 102.97(8) no
N3 C4 C14 110.35(8) no
N3 C4 C15 107.98(8) no
C5 C4 C14 112.96(9) no
C5 C4 C15 111.78(9) no
C14 C4 C15 110.46(9) no
O1 C5 C4 105.01(8) no
C2 C21 C22 122.44(8) no
C2 C21 C26 118.99(8) no
C22 C21 C26 118.51(8) no
O2 C22 C21 117.68(8) no
O2 C22 C23 122.98(8) no
C21 C22 C23 119.34(8) no
C22 C23 C24 120.26(9) no
C23 C24 C25 121.25(10) no
C24 C25 C26 118.88(10) no
C21 C26 C25 121.73(9) no
O1 C5 H5A 111.00 no
O1 C5 H5B 111.00 no
C4 C5 H5A 111.00 no
C4 C5 H5B 111.00 no
H5A C5 H5B 109.00 no
O2 C12 H12A 109.00 no
O2 C12 H12B 109.00 no
O2 C12 H12C 109.00 no
H12A C12 H12B 109.00 no
H12A C12 H12C 109.00 no
H12B C12 H12C 109.00 no
C4 C14 H14A 109.00 no
C4 C14 H14B 109.00 no
C4 C14 H14C 109.00 no
H14A C14 H14B 109.00 no
H14A C14 H14C 109.00 no
H14B C14 H14C 109.00 no
C4 C15 H15A 109.00 no
C4 C15 H15B 109.00 no
C4 C15 H15C 109.00 no
H15A C15 H15B 109.00 no
H15A C15 H15C 109.00 no
H15B C15 H15C 109.00 no
C22 C23 H23 120.00 no
C24 C23 H23 120.00 no
C23 C24 H24 119.00 no
C25 C24 H24 119.00 no
C24 C25 H25 121.00 no
C26 C25 H25 121.00 no
C21 C26 H26 119.00 no
C25 C26 H26 119.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.3838(11) no
O1 C5 1.4393(14) no
O2 C12 1.4171(14) no
O2 C22 1.3558(11) no
N3 C2 1.2675(12) no
N3 C4 1.4865(13) no
C2 C21 1.4737(12) no
C4 C5 1.5387(15) no
C4 C14 1.5154(16) no
C4 C15 1.5211(15) no
C21 C22 1.4203(12) no
C21 C26 1.4001(13) no
C22 C23 1.3946(14) no
C23 C24 1.3895(16) no
C24 C25 1.3807(16) no
C25 C26 1.3879(15) no
C5 H5A 0.9700 no
C5 H5B 0.9700 no
C12 H12A 0.9600 no
C12 H12B 0.9600 no
C12 H12C 0.9600 no
C14 H14A 0.9600 no
C14 H14B 0.9600 no
C14 H14C 0.9600 no
C15 H15A 0.9600 no
C15 H15B 0.9600 no
C15 H15C 0.9600 no
C23 H23 0.9300 no
C24 H24 0.9300 no
C25 H25 0.9300 no
C26 H26 0.9300 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C12 3.3873(14) 4_555 no
O2 N3 2.7428(11) . no
O1 H26 2.9200 3_666 no
O1 H26 2.3500 . no
O1 H23 2.7800 2_555 no
O2 H5A 2.7700 2_645 no
O2 H25 2.8100 4_554 no
N3 O2 2.7428(11) . no
N3 C25 3.3942(14) 4_554 no
N3 H25 2.7000 4_554 no
C12 O1 3.3873(14) 4_454 no
C25 N3 3.3942(14) 4_455 no
C2 H23 3.0400 2_555 no
C2 H15B 3.0600 . no
C5 H25 3.0900 3_666 no
C12 H14C 3.0700 3_665 no
C12 H23 2.4700 . no
C21 H14B 3.0500 2_645 no
C23 H12B 2.7100 . no
C23 H12C 2.7000 . no
C23 H15C 2.8900 2_645 no
C24 H15B 3.1000 1_455 no
C24 H14A 2.9200 4_455 no
C26 H12C 3.0700 2_555 no
C26 H14B 3.0700 2_645 no
H5A H15B 2.4800 . no
H5A H15C 2.5300 . no
H5A O2 2.7700 2_655 no
H5B H14C 2.4400 . no
H12A H15B 2.5500 4_454 no
H12B C23 2.7100 . no
H12B H23 2.2700 . no
H12C C23 2.7000 . no
H12C H23 2.2400 . no
H12C C26 3.0700 2_545 no
H14A H15A 2.5000 . no
H14A C24 2.9200 4_554 no
H14B H15C 2.5100 . no
H14B C21 3.0500 2_655 no
H14B C26 3.0700 2_655 no
H14C H5B 2.4400 . no
H14C H24 2.4600 2_555 no
H14C C12 3.0700 3_665 no
H15A H14A 2.5000 . no
H15B C2 3.0600 . no
H15B C24 3.1000 1_655 no
H15B H5A 2.4800 . no
H15B H12A 2.5500 4_555 no
H15C H5A 2.5300 . no
H15C H14B 2.5100 . no
H15C C23 2.8900 2_655 no
H23 C12 2.4700 . no
H23 H12B 2.2700 . no
H23 H12C 2.2400 . no
H23 O1 2.7800 2_545 no
H23 C2 3.0400 2_545 no
H24 H14C 2.4600 2_545 no
H25 C5 3.0900 3_666 no
H25 O2 2.8100 4_455 no
H25 N3 2.7000 4_455 no
H26 O1 2.3500 . no
H26 O1 2.9200 3_666 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C26 H26 O1 0.93 2.35 2.7136(12) 103 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C5 O1 C2 N3 5.16(11) no
C5 O1 C2 C21 -176.76(8) no
C2 O1 C5 C4 -11.14(10) no
C12 O2 C22 C21 -177.98(9) no
C12 O2 C22 C23 2.38(13) no
C4 N3 C2 O1 3.72(11) no
C4 N3 C2 C21 -174.03(9) no
C2 N3 C4 C5 -10.28(10) no
C2 N3 C4 C14 -131.11(9) no
C2 N3 C4 C15 108.08(9) no
O1 C2 C21 C22 174.63(8) no
O1 C2 C21 C26 -8.28(12) no
N3 C2 C21 C22 -7.55(15) no
N3 C2 C21 C26 169.54(9) no
N3 C4 C5 O1 12.97(10) no
C14 C4 C5 O1 132.00(9) no
C15 C4 C5 O1 -102.69(10) no
C2 C21 C22 O2 -3.21(13) no
C2 C21 C22 C23 176.46(8) no
C26 C21 C22 O2 179.69(8) no
C26 C21 C22 C23 -0.65(13) no
C2 C21 C26 C25 -175.91(9) no
C22 C21 C26 C25 1.29(14) no
O2 C22 C23 C24 178.86(9) no
C21 C22 C23 C24 -0.79(14) no
C22 C23 C24 C25 1.65(16) no
C23 C24 C25 C26 -1.01(16) no
C24 C25 C26 C21 -0.48(16) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 295213
